I2-Promoted oxidative annulation of three different amines to access diverse biheteroaryls DOI

Guangping Fan,

Penghui Cao,

Fang Bai

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 25, 2024

An I 2 -promoted oxidative annulation of three different amines enables the assembly nonsymmetrical 2,2′-biquinolines and related bis-azines through a [4π + 2σ] reaction.

Language: Английский

Palladium-catalyzed denitrogenation/vinylation of benzotriazinones with vinylene carbonate DOI
Jiang Nan, Qiong Huang,

Xinran Men

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(26), P. 3571 - 3574

Published: Jan. 1, 2024

Herein, a novel Pd-catalyzed denitrogenation/vinylation of benzotriazinones using vinylene carbonate as the vinylation reagent is reported. This transformation demonstrates an unprecedented skeletal editing approach, effectively converting NN to CC fragments

Language: Английский

Citations

4
Pd-Catalyzed Synthesis of Acyclic 1,2-Dioxygenated Dienes and Their Regioselective Decarboxylative Diels–Alder Cycloaddition/Aromatization Reactions to Access Multisubstituted Phenols DOI
Shuaikang Zhou,

Siyi Qin,

Xifang Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 18, 2025

A Pd-catalyzed protocol that provides efficient access to acyclic 1,2-dioxygenated dienes has been established. The installation of the bifunctional carbonate electrofuge diene cores enabled such undergo a regioselective decarboxylative Diels-Alder cycloaddition/aromatization reaction, affording diverse synthetic challenging multisubstituted phenols with ease.

Language: Английский

Citations

0
Carboxylic Acid-Enabled Vinylene Transfer Reaction by Co(III) Catalyst: Scope and Applications to the Five-Step Total Synthesis of Protoberberine Alkaloids Containing Free Hydroxyl Group without Protection DOI
Ying Song, Ruimin Li,

Jintong Bai

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3238 - 3250

Published: Feb. 14, 2024

A Co(III)-catalyzed vinylene transfer reaction enabled by carboxylic acid is presented. This redox-neutral transformation tolerates various functional groups, including free hydroxyl and features practicality. Five-step routes based on the Heck annulation have been devised to total synthesis of 8-oxodehydrodiscretamine 2-demethyl-oxypalmatine without protection functionality.

Language: Английский

Citations

3
Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent DOI
Jiang Nan, Hanqing Zhang, Lanxin Zhu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 3, 2025

A divergent [5 + 1] cyclization reaction of o-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones high chemoselectivity. In this discovery, blooms as a multifunctional reagent to participate in cyclization. The potential new finding is further emphasized by assembling the benzothiazole heteroarene via [4 version tolerating bioactive units well.

Language: Английский

Citations

0
Rh(III)- or Ru(II)-Catalyzed C–H Annulation with Vinylene Carbonate and an Unexpected Aerobic Oxidation/Deprotection Cascade to Yield Cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Yi Xiao

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

Transition metal-catalyzed C-H annulation reactions have been extensively utilized for the synthesis of cinnolines, especially N-protected ones; however, none them can yield cinnolin-4(1

Language: Английский

Citations

2
Urazoles as Heterocyclic Directing Groups in Ru(II)-Catalyzed Annulation of N–H/C–H Bonds with Vinylene Carbonate DOI
Jungmin Kang, Ji‐Hye Park, Pargat Singh

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

The development of novel directing groups is a valuable strategy to secure the advancement catalytic C-H functionalization. To illustrate feasibility urazoles as heterocyclic groups, we herein present ruthenium(II)-catalyzed annulation N-H/C-H bonds on

Language: Английский

Citations

2
Programmable Synthesis of Cationic Azaperylenes via Rh(III)-Catalyzed Multiple C–H/N–H Bonds Activation and Annulation DOI
Hui Li,

Yiling Zeng,

Fangpeng Liang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(51), P. 11179 - 11183

Published: Dec. 17, 2024

Rh(III)-catalyzed dual N-H and triple C-H activation/(4 + 2) annulation of 2-aryl-2,3-dihydro-1

Language: Английский

Citations

1
Palladium-Catalyzed Annulation of Tertiary Anilines with 3-Butenoic Acid via Dual C–H Bond Activation DOI
Jinhui Zhang, Chao Liu, Jiahao Wu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(21), P. 4422 - 4426

Published: May 20, 2024

Catalytic cyclization via dual C-H bond activation has evolved as a powerful strategy for building bi- and polycyclic molecules. Herein, palladium-catalyzed annulation of tertiary anilines with 3-butenoic acid

Language: Английский

Citations

1
Vinylene Carbonate: A Versatile Synthon in Organic Synthetic Chemistry DOI
Lin Yu,

Haifeng Fu,

Hua Cao

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2147 - 2147

Published: Jan. 1, 2024

Language: Английский

Citations

0
Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Ya-Nan Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Rh( iii )-catalyzed C–H activation and annulation of N -aryl cyclic hydrazides with vinyl acetate to build cinnolines cinnolin-4(1 H )-ones have been reported.

Language: Английский

Citations

0